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  • Once my makeup was done, I moved to the...

    December, 1995:

    You are very pretty ... I especially like you in your satiny
    wedding dresses. Do you meet married guys with a fetish for sexy cross
    dressed individuals like yourself? I love to cuddle and have never
    actually had the opportunity to spend a full day with someone like
    yourself as my date.

    I am in a city close to you, please EMAIL me either way!
    ----------------------------------------------------------------------

    That was the first email message I got from Earl, he was one of
    the people that was cruising the Internet and found my personal ad on
    TGFORUM.com, then my homepage and as I found out, that the picture of
    me in my wedding dress was stunning.

    I had been on the internet for almost 9 months when I received a
    few messages from guys that were interested in "dating" a girl like
    me, and it intrigued me, so with that email message, I responded in
    kind:

    Thank you for the compliments Earl, I have met married guys in the
    past like yourself that have a fetish for girls like us. I have also
    spent full days with them shopping, going to lunch or dinner or
    whatever, and I enjoy it very much. It is such a thrill to be
    considered one's date for the day, and I love to make sure I look
    perfect for the occasion.

    Please mail me back and tell me more about you.

    Till then,

    Love Jennifer
    ----------------------------------------------------------------------

    What transpired after that exchange was a flurry of email back
    and forth and eventually we met and spent a wonderful evening
    together, and had a lot of fun.

    When I correspond with a "man" and he is interested in taking me
    out, I really try and get to "know" the person well, before actually
    seeing them, not for my own safety, but more to ensure that when the
    door opens and he sees me for the first time, ready to go out with
    him, that he is pleased, and not disappointed. Earl was no different,
    and as we got to know each other more, I learned many details about
    his past and basically, "what turned him on", and we went from there.

    After a few phone calls, and many, many emails, Earl and I set a
    calendar date for the time when would get together, and as it worked
    out, February 4th would be the date. Earl and I spent much time
    talking about what he would enjoy seeing me in, and Earl had a big
    fetish with slips and camisoles, and loved the look of a sheer blouse
    and a camisole being able to be seen underneath. Earl also enjoyed, as
    most men do, a woman in high heels and a short skirt. So with all of
    that information under my belt, I knew what I had to work with.

    Earl and I decided on a Friday night to allow us the best
    possible time together, and Earl would be leaving his city around 5 to
    arrive at my place around 6pm to begin the evening. Earl and I talked
    about how the evening would go, and he promised me he was a gentleman,
    and this was nothing more than a meeting to get to know one another.
    Earl and I had also discussed the fact that he loved satin and lace,
    and loved it when his partner wore it, even on his wedding night. So,
    I decided to suggest a "combination" of our fantasies and wondered if
    on the night of our date, Earl would like to go "wedding dress
    shopping", with me playing the bride-to-be and he the helpful friend
    with a camera. That way, he could experience what very few men do, and
    that is the inside of a feminine world of satin and lace; the bridal
    shop. Earl was thrilled with the idea, so now the plan was set, we
    would go to the bridal shop and "play" for a while, then to dinner.

    With the details of the places we were to be going set, I
    assembled the pieces of my wardrobe for the big night. First thing was
    a staple in my wardrobe, in my short black suede skirt, Earl requested
    satin, but it was just too short for the look I was going for, and
    that was one of a business woman, going out for dinner after a day in
    the office. The blouse was fairly easy, I picked a blouse that had a
    sheer scooped neckline, and was opaque for the rest of it. The problem
    was the camisole, I tried a few, and none of them worked out right,
    then, at the last minute before giving up, I found the perfect one in
    the back of my lingerie drawer, and it had enough lace up top for Earl
    to see and enjoy. Also, since we were to be wedding dress shopping, I
    decided on my strapless bra, and that worked out well with the sheer
    blouse I had chosen. My red silk jacket was the last main piece to the
    ensemble, and I planned on greeting Earl at the door without it on,
    but slip into it as we left, and most likely take it off at some point
    in the evening.

    After many telephone calls, and more email, Earl and I were ready
    for the big night together, and on the day of the date, I came home
    early to prepare and after laying out my wardrobe, proceeded to the
    washroom, to make myself all "clean" for my date. Once all "clean", I
    made my way to the bedroom, and the lingerie drawer and proceeded to
    slip into the lingerie for the evening, my strapless bra, my lacy
    camisole, a pair of red silky panties, and finally, a pair of ultra
    sheer nude pantyhose, which made my legs feel like silk, and knew Earl
    would like them as well. I then threw on my pink silky robe, and
    proceeded to the well lighted bathroom, and makeup mirror, to put on
    my makeup.

    Since I wanted to portray a professional woman after work, I
    decided on my "standard" colours for my eyes, light pink on the upper
    lids, and purple on the lower. My eyeliner was maybe a little thicker
    than normal, but that was more for making my eyes more erotic and the
    dimmer lighting we were going to be in. My blush was conservative and
    light pink, and I wore my darker shade of pinkish red lipstick that I
    normally save for formal times out, but thought it gave my face a
    little more of a dramatic look, and after all, I wanted Earl to be
    pleased. Once my makeup was done, I moved to the bedroom, were I had
    laid out my outfit for the evening, and proceed to slip into it.

    The blouse was first and after I slipped it on, looked in the
    mirror, and with my makeup on, and hair done, I knew that Earl would
    like it, the lace showed through just nicely, not trampish, but very
    feminine. The skirt was next, and as the silk lining of the skirt
    glided up my legs, I imagined how Earl would like to run his fingers
    over such a silky thigh, and just loved the feeling myself!, let alone
    my date!. I then grabbed my bottle of Halston's perfume and gave
    myself a healthy spritz of the perfume on my wrists and neck, and
    proceeded to finish dressing. I then put on a wide red belt, and then
    the red silk jacket, and with it being single breasted, the lace
    showed through the blouse just perfectly, I then knew Earl was going
    to love the look.

    I completed the look, with long gold dangly earrings, a gold
    anklet, my gold watch and slipped into a pair of low black heels,
    while moving around the house getting things ready for Earl's arrival.

    I packed my purse and since the weather was not dry outside,
    decided to wear my winter boots when we left then changed when we got
    to the restaurant. I got a new pair of heels a few days before the big
    date and decided to pack them for the restaurant, they were black,
    high, with a 4" heel, and looked great with the outfit, and since I
    was not going to be doing much walking, decided to pack them. I also
    packed my purse with all of the basics, including another pair of
    pantyhose and put it all in my tote bag.

    I waited anxiously for Earl to arrive, and had everything ready
    by the back door, were he was to arrive, and I had set out my tote
    bag, long winter coat, and remembered at the last minute to remove my
    jacket, so that when Earl came to the door, he saw what he really
    wanted to see, my camisole, under my blouse.

    Soon the time came, Earl was at the door, as I let him in he
    complimented me on how I looked, and he did not look to bad either,
    with a nice sweater, and slacks, he was perfectly dressed to match my
    look, so after small chat and the ability to check out my ensemble, I
    slipped back into my jacket, and then Earl helped me into my winter
    coat, and I changed into my winter boots, and away we went out the
    door.

    Earl was a gentleman right from the start, he opened the car door
    for me, and there sitting on the seat was a dozen roses, and I looked
    back at him, and he motioned they were for me, and I said thank you. I
    slipped into the car, and away we went, to our first stop, the bridal
    shop in a city nearby.

    The ride was very cordial, we chatted about different things, and
    one of the things we chatted about was the fact that I have been to
    this particular bridal shop a few times, that the scenario would be
    that my name for the bridal shop visit would be "Cheryl", and that my
    sister "Jennifer", had got her dress from there, and recommended it to
    me. Earl, was fine with that, and I explained that if he could, to
    make sure that if possible, other people that were in the store,
    "accidentally" got into the shots, and he understood what I meant.

    After about 20 minutes we arrived outside the store, and like the
    gentleman, Earl came and opened my door, and I lead the way into the
    bridal shop. I had previously called them to see if they were open and
    when I announced I was their to look for a wedding dress, for a summer
    wedding, the young girl that tended to us, acknowledged that she
    remembered talking to someone about that evening. She lead us towards
    the mirrored, well lighted changed area, that was basically wall to
    wall gowns and started asking what I was looking for.

    I had thought about it before going to the store, and what I was
    interested in seeing myself in was an off the shoulder wedding dress,
    so her and I started scanning the different dresses on the racks,
    while Earl looked around himself, and I could tell he was having a
    great time, looking at all the lace and satin. Before long, the girl
    had two or three dresses and pointed me towards a dressing room, and
    hung up the dresses, and asked me to call if I needed a hand. I
    slipped out of my clothes, and could hear Earl talking outside the
    change room, about different things to the salesgirl. The older lady
    the owned the store was with another girl, and they were working away
    together to finalize her ensemble, and throughout the visit to the
    bridal shop, I could not get my eyes off the beauty of the "off the
    shoulder" dress she was wearing.

    The whole visit was a blur, I do remember being upset with the
    fact that most of the models the young salesgirl was bringing me were
    WAY too small, so small, that there was no idea to see how good they
    would look on me if they were my size, so I asked her to find me ones
    more in my size, and all the while I stared at the other girl, with
    the off the shoulder dress on. Finally, after many dresses, and many
    pictures I should add, I found a half descent off the shoulder dress.
    Also, at one point, I asked for a pair of satin heels, as I only wore
    in boots, and had to take them off, and the young sales girl got me a
    pair in my size, they wear only about 2" high, but they were pretty.
    During the whole visit I loved the attention I got from the attractive
    and attentive sales girl, she made sure I was buttoned and zipped up
    as I came out of the change room, and un-buttoned and un-zipped as I
    came out, it was quite thrilling.

    I stalled for as long as I could with the off the shoulder dress
    that fit, and even asked for a pair of white satin elbow length
    gloves, hoping that the other girl would be done with the dresses she
    was trying on, but she was finalizing her ensemble. Eventually, I
    decided to wait for her to finished, and stood outside the change
    room, and when we were doing this, another bridal party came in, a
    bride with her bridesmaid's and the young sales girl took them out
    back to another change room., while Earl and I waited for the other
    girl to change out of her dress,. Eventually she did, and as I went
    into the change room to put it on., I heard Earl and the owner of the
    store talking about taking so many pictures, and how it was not really
    right to do that, but Earl, being the gentleman he was, took care of
    the situation.

    I LOVED the dress, it fit, sort of, and Earl, got a few pictures
    of it, and it only took me a few seconds before I looked at the sales
    girl, and told her that this was dress, and she complimented me on it,
    telling me it was great. I then got off the podium, and back to the
    change room. After the sales girl zipped and un-buttoned me, I changed
    back to my outfit for the evening. I made sure that the sales girl
    copied down the style number and name of the dress. As I came out of
    the change room, she had a card ready for me with the style number and
    the dress name on it. I thanked her and the owner for all of their
    help, and told them that in the next few weeks, my "mother and sister"
    would be coming to look at the dress as well. Earl, and I then left
    the store and headed for dinner. While I was changing back, I decided
    to slip into my 4" black heels that I had packed, as the next stop was
    the restaurant, and I wanted to enter wearing the sexy outfit
    complimented by the high heels.

    As Earl and I drove up the street, I asked him what he wanted,
    Tex Mex or a steak house. We both discussed it, and it was going to be
    Tex Mex. Now I had never been to this particular establishment, that
    was not too far away from the bridal shop, and when we arrived it was
    around 8 to 8:30pm, the exact time I am not really sure of. We arrived
    at the establishment, and Earl, once again being the gentleman,
    offered to drop me off at the door, after coming around and opening
    it, and allowed me to take the short walk to the door while he parked
    the car. I walked inside and waited for him to arrive and after a
    short period of time he did.

    We were shown our table and Earl was the gentleman again and
    pulled my seat out for me. We chatted and talked about many things,
    and I showed Earl my pictures and asked him to pick out his favorite
    and he did, surprisingly, he was not the first one to pick the shot,
    but it is a dress that shows cleavage. Earl and I ordered and ate
    dinner and exchanged pleasantries. At one point before we left I took
    a trip to the washroom, and it was at that time that I realized what
    the establishment we were at was as more and more young people, males
    and females came in. The restaurant had a dance floor that was very
    popular on a Friday night, so when I went into the washroom, I was
    surrounded by young women fighting for a spot at the mirror. I found a
    stall right away and did my business, and when I came out found myself
    in a smaller crowd, but still a crowded washroom. I looked around
    quickly, and except for another girl, I was the only one in heels,
    and 4" ones at that, and noticed a couple of girls giving my look a
    glance, but I just smiled at them and made my way to the mirror and
    put on a healthy coat of lipstick, brushed my hair then made my way
    out of the washroom to join Earl at the table.

    After talking for a little while longer, Earl and I made our way
    out of the restaurant, and like a gentleman, pulled out my chair, and
    made me wait at the door while he went and got the car. All the while,
    all this chivalry, started to get to me, and the platonic date that we
    agreed to started to slowly change as I slipped into the car, and Earl
    closed the door.

    Earl mentioned that we still had time, and asked me for a
    suggestion, and I decided that the restaurant just around the corner
    had a nice quiet bar area that would be perfect to sit and chat some
    more, in a more intimate setting. We entered the restaurant, and when
    offered a table for food, we just indicated that we were only
    interested in have a few drinks. When we were shown a table,
    interestingly enough, it was the same table Renee and I have sat at a
    few times when dining at the restaurant as two women. I proceeded to
    sit down, except this time when I sat down, I removed my suit jacket,
    so that all the time we were in this establishment, Earl would see
    what he came to see and that was my lacy camisole underneath my sheer
    blouse. Earl and I chatted for a while, and before long I started to
    scan the lounge area, and noted very few people around, except a
    couple at a table near us, and then fear went through my spine like
    lightning!. I KNEW the girl at the table only a few feet apart, but
    she was involved with a man talking, but she was sitting facing me!.
    She glanced over a few times and our eyes met, and we just smiled at
    each other, nothing abnormal, just usual girl-girl looks, it was quite
    exciting. I did not tell Earl about this, as I did not want to worry
    him.

    The conversation between Earl and I grew a little more personal
    as the evening wore on, and I was more interested in finding out what
    I could do for him vs. other women. I started to realize that what I
    was wearing as far as perfume, heels, lace, my blouse, lipstick, were
    all items that made things interesting between us. Before we left the
    restaurant, I made a trip to the washroom, and made sure I walked
    slowly, so that not only Earl could see me in my blouse, lace, heels
    and short skirt, but possibly the woman I knew would also catch a
    glance and get a little envious. When in the washroom, I gave myself a
    health spritz of Halston's perfume, and an extra special coat of
    lipstick before I left the washroom and joined Earl.
    When I came out, Earl gently took my hands into his hands and was
    enjoying his first real "touching". He was caressing my hands
    alternately squeezing and releasing his firm clasp.

    Earl and I gathered our things as we left the restaurant, I put
    my suit jacket back on, and allowed Earl to take the lead as we left
    the restaurant. The wind was cool, and I did my best to cover up, Earl
    opened my door and I slid in, and made sure that when I slipped into
    my seat, that my suede skirt slid up as high as I could allow. But
    Earl, little to my knowledge, was very much aware that my skirt had
    slid up and was having a hard time concentrating on driving.

    I then took off my suit jacket, then slipped on my coat as Earl
    made his way around to the drivers side and then we were off for home.

    As Earl and I left the parking lot, he asked how to get home, and
    at first I instructed Earl to take the highway, but then changed that,
    and asked Earl to turn towards the lake, to make the trip home a
    little more interesting.

    When we arrived at the last road before the lake, I asked Earl to
    park in the lot at the base of the road we were on and that is when
    things started to get interesting. I thanked Earl for the evening, and
    started to get things going by offering Earl, my legs, actually my
    thighs. They were very smooth, indeed silky smooth, and I wanted to
    show Earl what I had worn just for him. I offered him to caress them,
    and he did, and that was the spark that ignited the evening.

    Earl leaned over, and our first kiss happened, and that was a
    magic spark that set the tone for the rest of the evening. Earl and I
    kissed and as time went by, the kissing got more passionate.
    Eventually I could sense Earl getting a little uncomfortable in his
    seat and reached over, and discovered a rather large bulge in Earl's
    pants and start to caress it while we were kissing passionately. I
    then suggested to Earl that I knew of a more quiet place, as we were
    constantly being interrupted by car headlights as they made their turn
    onto a street, and Earl wholeheartedly agreed.

    On the ride to the place that I knew of, I asked Earl to keep
    enjoying my sexy legs as he drove, and I started building with passion
    inside and felt so sexy and wonderful. Earl treated me exactly like a
    woman should be treated, and I wanted to thank him for his kindness
    and chivalry on such a wonderful evening, but at that point in time I
    was unsure of how that was going to happen.

    As we pulled into the scenic location by the lake, memories of
    the time another boyfriend and I, on another romantic date pulled in,
    and I remembered how special that time was as well. Earl parked the
    car facing the lake, and as the car's engine was turned off, mine was
    started, and Earl and I resumed the passionate kissing of before. I
    allowed Earl to caress my breasts and silky thighs, and he respected
    that and made all efforts to afford maximum stimulation. I was also
    busy, and started working on Earl's bulging crotch, and decided that
    it was too confined for such a majestic beast, and proceeded to undo
    Earl's belt and zipper, and work out the wonderful hard member in his
    pants. Earl helped me a little, and before long, there was Earl's,
    hard, erect 8" member staring at me, and once again, the passion, and
    the realization that it was me, my skirt, my hose, my lacy camisole,
    my blouse, my heels, and my demure that caused this. With all of my
    feminine attention, I leaned over and gave Earl a demonstration of
    what would happen on a formal dinner night with us trying and
    stimulating each other all evening long. I leaned over and opened my
    smeared lipstick covered lips and wrapped them around Earl's very
    handsome and tasty member, and proceeded to glide my lips up and down
    while quickly licking the tip of his member, and I could hear him
    groan. I then sat back up and Earl and I kissed some more, then I
    remembered a fantasy that Earl related to me in our correspondence,
    and did something only a girl knows how to do, and that is remove her
    bra/camisole, while still wearing her blouse.

    Earl told me in a letter that he had a fantasy about having a
    woman such as myself, stimulate him with his favorite fabrics, and
    that was satin and lace, and I thought it was an appropriate time to
    oblige my thoughtful and kind date. So I wiggled out of my camisole,
    while still wearing my blouse and wrapped Earl's 8" member with my
    camisole and started to rub up and down. I could tell Earl was in
    heaven as I described how silky the garment was and I was very intent
    on having my date and man cum in my camisole. As I was rubbing Earl, a
    van pulled up a few yards away, but I continued to rub Earl, and was
    not going to stop. After talking to Earl, and stroking him, he finally
    came, and I made sure I wiped him clean with the lacy camisole. I was
    a little sad, as I knew that it had been a while since I had the
    pleasure of pleasing a man with my lips, but I thought that I would
    save that for another date.

    Earl, zipped up, and we headed back towards my house, but I was
    still horny, and wanted to see Earl cum again, so I had him stop in a
    garden area and park. Once there, Earl requested that I apply more
    lipstick, as he enjoyed the taste (and so do I for that matter) and we
    kissed again, passionately, and I proceeded to once again open his
    pants up and grabbed his wonderful member and started stroking. But
    Earl noticed the time, and informed me that we would have to go, it
    was already very late, so I agreed.

    On the way to driving me home, Earl and I talked about a possible
    next date to a formal establishment, and I promised him, I would dress
    for him, in garters, stockings, a full slip and a dress of satin, and
    he enjoyed that thought. Just before dropping me off at home, I asked
    him to stop on a nearby side street so I could give him one last
    passionate "thank-you" for a wonderful evening.

    Earl dropped me off at my house, and we kissed good-bye and I
    promised him that one day I would take care of the "big guy", properly
    one day, and then watched as Earl pulled out of the drive, and I
    turned around and went inside, and slipped into a romantic peignoir
    and went to sleep dreaming of the evening........


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